28

Sturbridge, MA Houses for Sale

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  • /17

    $359,800

    Open Sun 12PM - 3PM
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    6 Pinrock Dr, Sturbridge, MA 01566

    QUICK CLOSE – MOVE INTO THIS HOME BY END OF 2026 AND RECEIVE FREE RENT FOR 6 MONTHS! Now is your chance to get into Blueberry Hill Estates without the wait. This thoughtfully designed home is perfect for downsizing buyers looking for low-maintenance living without sacrificing quality or comfort. Inside, you’ll find high-end finishes including stainless steel appliances, a farmhouse kitchen sink,

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    6 Pinrock Dr, Sturbridge, MA 01566
  • /16

    $399,900

    $5K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    19 Pinrock Dr, Sturbridge, MA 01566

    ***PHASE 2 NOW OPEN FOR 2026*** Located just off of Fiske Hill, surrounded by conservation land, these homes feature one floor living with 2 bedrooms, 2 baths, & a den. Standard features include a stainless steel farmhouse kitchen sink, stainless steel appliances, tray ceiling & entertainment center in the living room (per plan), a 10’x12’ brushed concrete patio, central A/C, covered front porch

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    19 Pinrock Dr, Sturbridge, MA 01566
  • /35

    $550,000

    Open Sat 12PM - 1:30PM
    • 2 Beds
    • 1 Bath
    • 1,196 Sq Ft

    16 Curboy Rd, Sturbridge, MA 01566

    A rare offering in one of Sturbridge’s most desirable locations. Set at the end of a scenic road, this property delivers privacy, serenity, and nature at its best. The sale includes 16 Curboy-an updated 1,196 sq.ft. ranch with sweeping views, a beautiful wraparound deck, and mature plantings-along with an adjacent barn/garage w/ a semi-finished second-floor in-law suite. This flexible space can

    Agent Photo

    Lisa Zemack

    Zemack Real Estate

    16 Curboy Rd, Sturbridge, MA 01566
  • /19

    $456,900

    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    21 Pinrock Dr, Sturbridge, MA 01566

    NEW CONSTRUCTION | FALL 2026 MOVE-IN. Brand new Evoke model coming to Blueberry Hill Estates! Scheduled for July delivery with fall move-in. Our most popular floorplan, this thoughtfully designed home features an open-concept layout, bright living space, and a modern kitchen with stainless steel appliances, farmhouse sink, and full tile backsplash. Central A/C, energy-efficient construction, and

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    21 Pinrock Dr, Sturbridge, MA 01566
  • /13

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    3 Rose Ln, Sturbridge, MA 01566

    PHASE 3 ROSE LANE CUL DE SAC NOW OPEN. TAKING RESERVATIONS FOR 2027. Our most popular floorplan, this thoughtfully designed home features an open-concept layout, bright living space, and a modern kitchen with stainless steel appliances, farmhouse sink, and full tile backsplash. Central A/C, energy-efficient construction, and quality finishes throughout. Private patio for outdoor living.

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    3 Rose Ln, Sturbridge, MA 01566
  • /18

    $265,000

    Pre-Foreclosure
    • 3 Beds
    • 1 Bath
    • 1,069 Sq Ft

    71 Shepard Rd, Sturbridge, MA 01566

    Welcome Flippers & Investors. This is your next project! There is money to be made. This split is located on a nice setting and needs to be emptied and renovated. It has been winterized to prevent damage. See attached septic info from the Board of Health. Seller is looking for a quick closing. Cash sales or hard money only. Please read disclosures.

    Agent Photo

    Maria Hopkins

    Maria Gruber Hopkins Associates

    71 Shepard Rd, Sturbridge, MA 01566
  • /13

    $456,900

    Open Sun 12PM - 3PM $62K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    24 Pinrock Dr, Sturbridge, MA 01566

    NEW CONSTRUCTION | SUMMER 2026 MOVE-IN. Brand new Evoke model is here! Be moved in by end of the summer. Our most popular floorplan, this thoughtfully designed home features an open-concept layout, bright living space, and a modern kitchen with stainless steel appliances, farmhouse sink, and full tile backsplash. Central A/C, energy-efficient construction, and quality finishes throughout. Private

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    24 Pinrock Dr, Sturbridge, MA 01566
  • /37

    $490,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    6 Belanger Ave, Sturbridge, MA 01566

    Located on a private dead end road, this charming 3-4 bedroom, 2 bath, updated Colonial farmhouse has so much to offer! Set on 8 plus wooded acres, this home is a nature lovers sanctuary with hiking, hunting, camping, and more all outside your door. Lovely eat-in country kitchen w/peninsula, granite counters & stainless appliances, Open concept living/dining room. First floor laundry area. The

    Agent Photo

    Carrie Abysalh

    RE/MAX Prof Associates

    6 Belanger Ave, Sturbridge, MA 01566
  • /42

    $619,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,413 Sq Ft

    55 S Shore Dr, Sturbridge, MA 01566

    Your own private oasis in beautiful Sturbridge with deeded water access to South Pond! Set on 1.44 professionally landscaped acres, this inviting Colonial offers privacy, style & an incredible indoor/outdoor lifestyle. The backyard is a true retreat with an in-ground pool, hot tub, gorgeous patio, back deck & an amazing pool shed with its own bar and living room, perfect for entertaining! Inside,

    Michelle Terry Team eXp Realty LLC

    55 S Shore Dr, Sturbridge, MA 01566
  • /42

    $700,000

    Open Sat 11AM - 12:30PM
    • 4 Beds
    • 3.5 Baths
    • 3,206 Sq Ft

    61 Breakneck Rd, Sturbridge, MA 01566

    Welcome home to this beautiful 3,200 sq. ft. Colonial set on over 4 acres, offering a rare combination of space, privacy, and character. Thoughtfully updated while retaining its classic charm, this exceptional property features updated kitchens and bathrooms, beautiful hardwood floors, custom built-ins, and inviting spaces designed for both everyday living and entertaining.The main home offers 3

    Neilsen Team - Livian The Neilsen Team

    61 Breakneck Rd, Sturbridge, MA 01566
  • /12

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    30 Whittemore Rd, Sturbridge, MA 01566

    Location, Location, Location! Rare opportunity to own over 16 acres in one of Sturbridge's most desirable locations. Adjacent to the historic district and just minutes from Routes 84, 20, and the Mass Pike, this unique property offers an exceptional combination of privacy, convenience, and potential. The land features a beautiful mix of open fields and wooded acreage, complemented by historic

    Dawn Truax Red Door Realty

    30 Whittemore Rd, Sturbridge, MA 01566
  • /27

    $535,000

    Open Sun 11:30AM - 1PM $14K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,347 Sq Ft

    51 Whittemore Rd, Sturbridge, MA 01566

    **MOTIVATED SELLERS**OFFERING $8k SELLER CREDIT AT CLOSING-Welcome home to this beautiful 3-4 bedroom Cape nestled in the highly desirable Fiske Hill neighborhood. Offering just under 2,400 square feet of thoughtfully designed living space, this flexible floor plan features an oversized main-floor bedroom along with an additional first-floor room that can serve as a second bedroom or the perfect

    Lexi O'Brien RE/MAX Prof Associates

    51 Whittemore Rd, Sturbridge, MA 01566
  • /20

    $425,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft

    12 Fairground Rd, Sturbridge, MA 01566

    Charming Cedar Pond Waterfront Bungalow!Welcome to this adorable 3-bedroom, 2-bath waterfront bungalow nestled along the shores of beautiful Cedar Pond in Sturbridge. Full of character and thoughtful updates, this inviting home offers the perfect blend of charm, potential, and a peaceful waterfront lifestyle.Approximately 10-15 years ago, a second-story addition transformed the home by adding two

    JS & The City Team Serhant

    12 Fairground Rd, Sturbridge, MA 01566
  • /41

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    50 Hillside Dr, Sturbridge, MA 01566

    Behind a quiet cul-de-sac lies a custom-built retreat where luxury & nature exist in perfect balance! Built in 2025 & set on 26.8 private acres, this exceptional home blends refined craftsmanship w/ modern design. An open-concept layout features a chef's kitchen w/ custom cabinetry, quartzite countertops,14x6 island, walk-in pantry, & seamless flow into the living & dining area. The luxurious

    James Black Real Broker MA, LLC

    50 Hillside Dr, Sturbridge, MA 01566
  • /40

    $520,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    10 Maple St, Sturbridge, MA 01566

    Step into a rare piece of New England history at 10 Maple St in Sturbridge—a truly special former parsonage dating back to the 1800s. Rich with character and timeless charm, this historic property offers a unique opportunity to own a home with deep roots in the community while enjoying the warmth and comfort of private residential living. Having served exclusively as a private home since 1998,

    Joshua Patraw eXp Realty LLC

    10 Maple St, Sturbridge, MA 01566
  • /22

    $334,900

    Open Sat 10AM - 11:30AM
    • 2 Beds
    • 1 Bath
    • 676 Sq Ft

    83 New Boston Rd, Sturbridge, MA 01566

    Picture-perfect and full of charm, this adorable Cape in Sturbridge is the one you’ve been searching for! Enter inside to the inviting living room, which flows into the kitchen featuring stainless steel appliances and a convenient breakfast bar. A formal dining room provides the perfect setting for gatherings, while a full bathroom with tub/shower completes the main level. Upstairs, you’ll find

    Andrew Bruce Lamacchia Realty, Inc.

    83 New Boston Rd, Sturbridge, MA 01566
  • /5

    $969,900

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,540 Sq Ft

    Lot 7 Haynes St, Sturbridge, MA 01566

    Experience the perfect blend of style and functionality in this spacious contemporary Cape, ideal for those seeking single-level living with room to grow. The sunlit open kitchen features granite countertops, a 9’ center island, and breakfast bar, flowing into a Great Room with a cozy fireplace and an expansive dining area. The first-floor primary suite includes a luxurious en suite bath with

    David Stead RE/MAX Partners

    Lot 7 Haynes St, Sturbridge, MA 01566
  • /42

    $699,999

    $25K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,652 Sq Ft

    47 Old Village Rd, Sturbridge, MA 01566

    Sought after WALKER POND neighborhood w/ deeded beach rights! Great location with highway access to get to Boston, Providence or Hartford. This meticulous home has it all- a great neighborhood, unique flexible floor plan, 5 bedrooms, 3 baths & a fabulous deck for entertaining & watching the kids swim. Walk in to dining room which could be used as a sitting area. The living room has a vaulted

    Ann Marie Sorensen ERA Key Realty Services- Auburn

    47 Old Village Rd, Sturbridge, MA 01566
  • /2

    $994,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,113 Sq Ft

    9 Haynes St, Sturbridge, MA 01566

    Stunning New Colonial in a Premier Neighborhood! This beautifully crafted home features a striking exterior with multiple rooflines and a welcoming 20' farmer’s porch. Inside, enjoy a dramatic open floor plan with a spacious great room, gas fireplace, and 4-panel slider to a large deck—perfect for entertaining. The gourmet kitchen boasts a 10' island, granite countertops, and custom cabinetry. A

    David Stead RE/MAX Partners

    9 Haynes St, Sturbridge, MA 01566
  • /22

    $549,900

    Open Sat 11AM - 1PM $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft

    4 Williams Rd, Sturbridge, MA 01566

    Spectacular colonial sits on a quiet dead-end street just off picturesque Fiske Hill Road! This bright, open-concept home features classic hardwood floors and over 2,500 square feet of versatile living space with four bedrooms and three full bathrooms. The main floor boasts a welcoming living room, a formal dining room, a refreshed eat-in kitchen complete with new stainless steel appliances, two

    Steven Bracero Vanderbilt Properties, LLC

    4 Williams Rd, Sturbridge, MA 01566
  • /40

    $525,000

    Open Sat 11AM - 12:30PM $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,047 Sq Ft

    75 Allen Rd, Sturbridge, MA 01566

    Nothing to do but move in to this impeccably maintained contemporary home in Brookfield! She truly shines! Ideally located minutes from the Mass Pike, RT 84 and within the Tantasqua School District, enjoy convenient access to local orchards, breweries, Old Sturbridge Village, and Sturbridge’s renowned dining scene. The home is well built w/ 2x6 construction and has been thoughtfully updated with

    Kim Synott eXp Realty LLC

    75 Allen Rd, Sturbridge, MA 01566
  • /42

    $589,900

    Open Sat 2PM - 3:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    32 Mcgregory Rd, Sturbridge, MA 01566

    Welcome to 32 McGregory Road, ideally situated in one of Sturbridge’s popular established neighborhoods! This spacious 3-bedroom, 2.5-bath Colonial offers over 2,200 sq. ft. of living space and a wonderful blend of character, comfort, and functionality. The inviting family room features a beamed cathedral ceiling, hardwood floors, built-ins, a large bay window, and access to the deck overlooking

    Michelle Terry Team eXp Realty LLC

    32 Mcgregory Rd, Sturbridge, MA 01566
  • /21

    $449,000

    • 3 Beds
    • 1 Bath
    • 2,091 Sq Ft

    212 Charlton Rd, Sturbridge, MA 01566

    Bring your business home with this commercially zoned property. Enjoy the convenience of operating your business just steps from your living space - the perfect work-life balance! Commuters take notice! This impeccably maintained custom ranch offers an unbeatable Sturbridge location just seconds from the Mass Pike, I-84, Route 20, and nearby shopping. Quality craftsmanship shines throughout with

    Julie Horrigan RE/MAX Prof Associates

    212 Charlton Rd, Sturbridge, MA 01566
  • /39

    $469,900

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    37 Breakneck Rd, Sturbridge, MA 01566

    Charming post and beam saltbox colonial situated on a private 4.2-acre lot with direct pond frontage. It features a wraparound upper deck and an additional lower deck overlooking Breakneck Pond, with freshly painted decking for outdoor enjoyment. New carpeting in all three bedrooms, an open concept living and dining area that spans the back of the house, complete with a centrally located brick

    Kenneth Olson eXp Realty LLC - Corporate Office

    37 Breakneck Rd, Sturbridge, MA 01566
  • /42

    $499,900

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,793 Sq Ft

    299 Clark Road Extension, Sturbridge, MA 01518

    STUNNING updated contemporary Cape with beautiful water views of Big Alum Lake and rare deeded lake access—plus the convenience of the public boat ramp located directly behind the property! This bright and open 3-bedroom, 2-full-bath home offers approximately 1,793 square feet of comfortable living space and a flexible floor plan ideal for year-round lake living.The heart of the home is the

    Beverly Cloutier Remax Revolution

    299 Clark Road Extension, Sturbridge, MA 01518
  • /41

    $599,900

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,851 Sq Ft

    39 Hillside Dr, Sturbridge, MA 01566

    Nestled on 1.05 acres in Sturbridge's desirable Westville neighborhood, this beautifully maintained single-family home offers the perfect blend of privacy, natural beauty, and everyday convenience! Set within a picturesque cul-de-sac, enjoy peaceful surroundings ideal for daily walks and a nature-inspired lifestyle, all while remaining just minutes from local amenities. Step inside to a

    James Black Real Broker MA, LLC

    39 Hillside Dr, Sturbridge, MA 01566
  • /37

    $899,900

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,140 Sq Ft

    26 Cedar Lake Dr, Sturbridge, MA 01566

    DIRECT WATERFRONT LIVING ON CEDAR POND! Welcome to 26 Cedar Lake Drive, a rare opportunity to own a fully remodeled lakefront retreat on one of Sturbridge's most desirable fully recreational lake. This home offers the ultimate waterfront lifestyle with direct access to Cedar Pond and a private boat slip tucked conveniently BENEATH THE HOUSE, a unique feature that makes an effortless launching of

    Richard Stockhaus Lakefront Living Realty, LLC

    26 Cedar Lake Dr, Sturbridge, MA 01566
  • /41

    $524,900

    Open Sun 12PM - 1:30PM
    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft

    17 Gardner Ave, Sturbridge, MA 01566

    Tucked among peaceful surroundings, 17 Gardner Ave pairs an easy, open layout with distinctive details you'll love coming home to! Step inside & the bright main level immediately draws you in, with the living room, dining area & kitchen flowing naturally from one space to the next. Hardwood floors, a large picture window & a fireplace create a warm, inviting living room, while the kitchen makes a

    James Black Real Broker MA, LLC

    17 Gardner Ave, Sturbridge, MA 01566

Why Live in Sturbridge

Sturbridge, located in south-central Massachusetts between Worcester and Springfield, is a town known for its blend of nature, history, and commuter convenience. The landscape features woods, ponds, and brooks, with subdivisions and commercial areas branching off major highways like Interstate 84 and Route 20, making Boston about an hour's drive away. Sturbridge is home to Old Sturbridge Village, New England’s largest outdoor living history museum, offering residents free access to its 200 acres and over 40 restored buildings from the 1830s. The town's residential areas include a mix of new construction, high-end properties, affordable housing, condos, and rentals, with home styles ranging from ranch-style to Colonial Revival and New Traditional. The Tantasqua Regional School District serves the area, with highly rated schools such as Burgess Elementary, Tantasqua Regional Junior High, and Tantasqua Regional High. Outdoor attractions include over 30 miles of woodland trails, Wells State Park with its multi-use trails and Walker Pond, and the Westville Recreation Area. Dining and shopping options are plentiful along U.S. Route 20 and state Route 131, featuring popular spots like B.T.’s Smokehouse and Teddy G’s, as well as the seasonal Sturbridge Farmers Market and year-round Sturbridge Flea Market. While the town lacks public transportation, it is well-connected by major highways, with Worcester Regional Airport about 20 miles away and UMass Memorial Health Harrington Hospital just 3 miles away in Southbridge.

Single Family Home Price Trends

Median Home Price
$540,000
Median 3-Bedroom Home Price
$494,950
Median 4-Bedroom Home Price
$581,000
Median 5-Bedroom Home Price
$715,000
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